The annual Sip and Stroll event in downtown Winchester will have an unexpected element this year: live music.

Following the threat of storms for the final Rock the Block Concert last week, organizers moved it to Thursday night with Sip and Stroll, a wine tasting event among downtown businesses.

Main Street Winchester Director Rachel Alexander said the recent combination of a farmers market barbecue festival, grand opening of an art gallery and an ice cream fundraising on a recent Saturday was a huge day for downtown. Hopefully, Thursday’s pairing will be another busy night in downtown, she said.

“We were thinking about that when we rescheduled Rock the Block,” she said. “You’ve heard of wine pairings. Now we have event pairings.”

Sip and Stroll will begin at 5 p.m. Thursday at dozens of businesses through downtown. Six regional vineyards, including Clark County’s Harkness Edwards and Hamon Haven, will participate, Alexander said. There will be a total of 25 vendors scattered throughout downtown, and 22 existing businesses are participating as well, she said.

About a dozen vendors will be inside the new Clark County Child Development Center on North Main Street in the former Thoroughbred Gymnastics location.

“People can get a sneak peek of that space when it is a day care and community center,” she said.

Local favorite The Classics are scheduled to take the state at 7 p.m. in front of the Clark County Courthouse. The concert is free and people are welcome to bring chairs or blankets.

Elsewhere, there will be food trucks and Red Door Vintage, a vintage clothing shop in a converted camping trailer, she said.

Both events are scheduled to end at 9 p.m.